1000 Islands

After breakfast, start your day with a visit to Little Canada—an immersive miniature world showcasing detailed recreations of Canadian cities and landmarks. Stroll through tiny streets, spot famous buildings, and discover a playful side of Canadian culture. Next, enjoy free time at the Eaton Centre for shopping and lunch on your own in this iconic downtown mall. In the afternoon, depart Toronto and travel east to Kingston, Ontario’s historic waterfront city. Check into the Marriott Hotel Downtown Kingston, where you’ll stay for the next three nights. Tonight, enjoy a group dinner together in Kingston.

Today starts with a fascinating guided tour of the Kingston Penitentiary, one of Canada’s oldest prisons. Explore cell blocks, hear stories from behind the bars, and learn about life inside this historic maximum-security facility. After the tour, enjoy free time for lunch on your own and the chance to explore Kingston’s charming downtown waterfront district. In the afternoon, visit the Marine Museum of the Great Lakes, where exhibits highlight Canada’s maritime history and the role of the Great Lakes in trade and travel. You’ll have time to relax before joining the group for dinner tonight at a local restaurant.

After breakfast, set sail on a scenic 5-hour Thousand Islands Cruise. Relax as you cruise along the St. Lawrence River, passing by elegant cottages, historic estates, and natural beauty. Your cruise includes a 2-hour stop at Boldt Castle, a stunning island mansion with a romantic history. Rising from the misty waters of the St. Lawrence River, Boldt Castle is the crown jewel of the Thousand Islands. Built at the turn of the 20th century by millionaire hotelier George C. Boldt, this fairytale estate was meant to be a lavish gift for his beloved wife, Louise. Sadly, construction came to an abrupt halt when she passed away unexpectedly, leaving the castle unfinished for decades. Today, visitors can step into this romantic story as they explore grand halls, sweeping staircases, and waterfront gardens. Whether you’re admiring the hand-carved stonework or taking in the panoramic river views, Boldt Castle is an unforgettable stop along the Thousand Islands Cruise. Explore the castle grounds and learn about the story of George Boldt and his unfinished gift of love. Lunch is on your own today from the boat’s café, offering sandwiches and light fare. In the afternoon, choose between visiting the Gananoque Boat Museum or the Gananoque History Museum. Dinner is included tonight back in Kingston.

This morning, after breakfast, enjoy a scenic drive through Prince Edward County, known for its charming villages, wineries, and rolling farmland. Stop at a local winery for a tasting of the region’s best vintages and savor an included lunch in the heart of this picturesque area. In the afternoon, continue to the Waterloo Region and check in to the Hampton Inn, St. Jacobs. Tonight, enjoy dinner and a live show at a Drayton Festival theater—relax and unwind with an evening of music, entertainment, and great company.

After breakfast, discover the unique culture of Ontario’s Mennonite community on a countryside tour. Travel past farms and backroads as your guide shares insights into this traditional way of life. Then, enjoy time at the famous St. Jacobs Farmers’ Market— Canada’s largest year-round market—for browsing, shopping, and sampling local goods. After lunch on your own at the market, board the coach for the journey home. Expect to arrive back in Michigan this evening with new memories of Canada’s lakes, history, and scenic beauty.